17α-Acyloxy-5β-corticoids and 17α-acyloxy-5α-corticoids

ABSTRACT

17α-Acyloxy-5β-pregnanes (I) and 17α-acyloxy-5α-pregnanes (IV) have an excellent activity split providing high topical anti-inflammatory activity with very low systemic side effects.

This is a division of application Ser. No. 117,401, filed Jan. 31, 1980 now U.S. Pat. No. 4,318,853.

The present invention relates to 5α and 5β- 17α-acyloxy corticoids which are useful as topical anti-inflammatory agents for which the essential material constituting a disclosure thereof is incorporated by reference here from U.S. patent application Ser. No. 117,401, filed Jan. 31, 1980, now U.S. Pat. No. 4,318,853. 

We claim:
 1. A 5β-steroid of the formula ##STR1## where R₂ is a hydrogen, fluorine or chlorine atom or methyl group;R₆ is a hydrogen, fluorine or chlorine atom or methyl group; R₇ is a hydrogen, fluorine or chlorine atom; R₉ is a hydrogen, fluorine or chlorine atom; R₁₁ is a chlorine or oxygen atom or hydroxyl group; when R1₁ is a chlorine atom or hydroxyl group the between R₁₁ and C₁₁ is a single bond in the β configuration and when R₁₁ is an oxygen atom the between R₁₁ and C₁₁ is a double bond; R₁₆α is a hydrogen, fluorine or chlorine atom or methyl group; R₁₆β is a hydrogen atom or methyl group with the proviso that one of R₁₆α or R₁₆β is a hydrogen atom; R₁₇ is alkyl of 1 through 6 carbon atoms, phenyl, p-methylphenyl, p-carboxyphenyl or p-carboalkoxyphenyl; R₂₁ is a hydrogen, fluorine, chlorine or bromine atom or a --OR₂₁α or --OSO₂ CH₃ group; R₂₁α is a hydrogen atom, --COR₂₁β or --PO(OH)₂ and pharmaceutically acceptable salts thereof; R₂₁β is alkyl of 1 through 6 carbon atoms, phenyl, p-methylphenyl, or p-carboxyphenyl, p-carboalkoxyphenyl, --CH₂ CH₂ COOH and pharmaceutically acceptable salts thereof; is a single or double bond; and indicates the attached group can be in either the α or β configuration.
 2. A compound according to claim 1 where R₂ is a hydrogen atom or methyl group.
 3. A compound according to claim 2 where R₂ is a hydrogen atom.
 4. A compound according to claim 1 where R₆ is a hydrogen or fluorine atom or methyl group.
 5. A compound according to claim 4 where R₆ is a hydrogen atom.
 6. A compound according to claim 1 where R₇ is a hydrogen or chlorine atom.
 7. A compound according to claim 6 where R₇ is a hydrogen atom.
 8. A compound according to claim 1 where R₁₆α is a hydrogen atom or methyl group.
 9. A compound according to claim 1 where R₁₆β is a hydrogen atom or methyl group.
 10. A compound according to claim 9 where R₁₆β is a methyl group.
 11. A compound according to claim 1 where R₁₇ is alkyl of 1 thru 5 carbon atoms, phenyl, or paramethylphenyl.
 12. A compound according to claim 11 where R₁₇ is alkyl of 1 thru 4 carbon atoms or phenyl.
 13. A compound according to claim 1 where R₂₁ is a hydrogen, fluorine, or chlorine atom or a --OR₂₁α group where R₂₁α is defined in the specification.
 14. A compound according to claim 13 where R₂₁ is a hydrogen or chlorine atom or --OR₂₁α group where R₂₁α is --COR₂₁β where R₂₁β is defined in the specification.
 15. A compound according to claim 1 which is 21-chloro-9α-fluoro-11β,17α-dihydroxy-16β-methyl-5.beta.-pregnane-3,20-dione 17-propionate. 